Beneficial agent delivery systems

• US 20060018977A1
• Filed: 07/20/2005
• Published: 01/26/2006
• Est. Priority Date: 07/20/2004
• Status: Active Grant

• Current Assignee: Quest International Flavors And Fragrances Inc. (Givaudan SA), Michigan Molecular Institute
• Original Assignee: Quest International Flavors And Fragrances Inc. (Givaudan SA)
• Inventors: Nowak, Robert M., Dvornic, Petar R., Bruza, Kenneth J., Fadel, Addi R., Mattila, Jill M.
• Granted Patent: US 7,723,285 B2
• Time in Patent Office: Days
• US Class Current: 424/701
• CPC Class Codes: A01N 25/10 Macromolecular compounds
• CPC Class Codes: Y10S 977/754 Dendrimer, i.e. serially branching or "tree-like" structure

Abstract

An improved fragrance delivery system capable of providing controlled release of fragrance molecules in various consumer products is composed of a polymer having covalently bound fragrance moieties that are releasable in the form of fragrance molecules. Certain embodiments comprise globular polymer particles in which unbound fragrance molecules are occluded, absorbed and/or adsorbed. Certain other embodiments incorporate fragrance monomer units, which achieve reduced residuals upon complete release of the fragrance.

Claims

1. A beneficial agent delivery system comprising:

globular polymer particles having covalently bound beneficial agent moieties that are releasable in the form of beneficial agent molecules in a use environment.

2. A system of claim 1, wherein the beneficial agent moieties are releasable in the form of fragrance molecules having a Clog P of at least 2, a boiling point temperature less than 300°

C., and a molecular weight less than 300.

3. A system of claim 1, wherein the polymer is a dendritic polymer.

4. A system of claim 1, wherein the polymer is a hyperbranched polymer.

5. A system of claim 2, wherein the fragrance moieties are releasable in the form of an aldehyde or ketone.

6. A system of claim 2, wherein the fragrance moieties are releasable in the form of an alcohol.

7. A system of claim 2, wherein the fragrance moieties are releasable in the form of an ester.

8. A system of claim 2, wherein the polymer is a product of a precursor polymer having a plurality of amine groups that are reacted with a ketone or an aldehyde fragrance molecule.

9. A system of claim 2, wherein the polymer is a product of a precursor polymer having a plurality of aldehyde groups reacted with an alcohol fragrance molecule.

10. A system of claim 2, wherein the polymer is a product of a precursor polymer having a plurality of hydroxyl groups reacted with an aldehyde or ketone fragrance molecule.

11. A system of claim 2, wherein the polymer is a product of a precursor polymer having a plurality of ester groups reacted with an alcohol fragrance component.

12. A system of claim 2, wherein the polymer is a product of a precursor polymer having a plurality of acyl groups reacted with a fragrance molecule having a nucleophilic group.

13. A system of claim 12, wherein the acyl group is selected from the group consisting of acyl halides, acid anhydrides, esters and secondary amines.

14. A system of claim 12, wherein the nucleophilic group is selected from the group consisting of alcohol, carboxylic acid, and primary amine residues.

15. A system of claim 1, wherein the polymer is a product of a precursor polymer having a plurality of hydroxyl groups reacted with a fragrance molecule having an acyl group.

16. A system of claim 1, wherein the polymer is a product of a precursor polymer having a plurality of nucleophilic groups reacted with a fragrance molecule having an acyl group.

17. A system of claim 16, wherein the nucleophilic group is selected from the group consisting of hydroxyl groups, alcohol residues, ester residues, primary amine groups and secondary amine groups.

18. A system of claim 16, wherein the acyl group is selected from the group consisting of acyl halides, acid anhydrides, esters and amide groups.

19. A delivery system of claim 1, further comprising covalently bound solubility modifying agents.

20. A delivery system of claim 1, further comprising covalently bound substantivity-enhancing moieties.

21. A delivery system of claim 1, wherein the globular polymer particles have a diameter of from about 1 nm to about 5 μ

m.

22. A delivery system of claim 1, further comprising beneficial agent molecules that are occluded, adsorbed or absorbed within the particles.

23. The system of claim 1, wherein the beneficial agent is a fragrance molecule.

24. The system of claim 1, wherein the beneficial agent is a flavor molecule.

25. The system of claim 1, wherein the beneficial agent is a topically active agent.

26. The system of claim 1, wherein the beneficial agent is an artificial tanning agent.

27. The system of claim 1, wherein the beneficial agent is dihydroxyacetone.

28. The system of claim 1, wherein the hyperbranched polymer is comprised of fragrance molecules, and the beneficial agent associated with the hyperbranched polymer is a monomer unit of the hyperbranched polymer.

29. The system of claim 28, wherein the hyperbranched polymer is synthesized entirely from fragrance molecules.

30. A detergent composition comprising at least one surfactant and at least one beneficial agent delivery compound, the beneficial agent delivery compound including a hyperbranched polymer and a beneficial agent associated with the hyperbranched polymer.

31. A personal care product comprising at least one surfactant and at least one beneficial agent delivery compound, the beneficial agent delivery compound including a hyperbranched polymer and a beneficial agent associated with the hyperbranched polymer.

32. An artificial tanning composition comprising:

a carrier; and

a hyperbranched polymer and an artificial tanning agent associated with the hyperbranched polymer.

33. A food product comprising:

a nutritional edible substance; and

a hyperbranched polymer and a flavor agent associated with the hyperbranched polymer.

34. A topical composition, comprising:

a carrier; and

a hyperbranched polymer and a topically active agent associated with the hyperbranched polymer.

35. The composition of claim 34, wherein the topically active agent is selected from analgesics, anti-inflammatory agents, antimicrobials, and penetration enhancing agents.

36. A beneficial agent delivery system comprising a polymer having beneficial agent monomer units that are releasable as beneficial agent molecules in a use environment.

37. A hyperbranched silyl hydroxyol polymer.

38. A hyperbranched silyl hydroxyol of claim 47 that is a reaction product of a trichlorosilane and hydroxyol.